Jaboticabin

Details

• Internal ID: 1289d05e-01fb-44fd-a605-7d390b8b66b0
• Taxonomy: Phenylpropanoids and polyketides > Depsides and depsidones
• IUPAC Name: [3,5-dihydroxy-2-(2-methoxy-2-oxoethyl)phenyl] 3,4-dihydroxybenzoate
• SMILES (Canonical): COC(=O)CC1=C(C=C(C=C1OC(=O)C2=CC(=C(C=C2)O)O)O)O
• SMILES (Isomeric): COC(=O)CC1=C(C=C(C=C1OC(=O)C2=CC(=C(C=C2)O)O)O)O
• InChI: InChI=1S/C16H14O8/c1-23-15(21)7-10-12(19)5-9(17)6-14(10)24-16(22)8-2-3-11(18)13(20)4-8/h2-6,17-20H,7H2,1H3
• InChI Key: LFLJQGHNYLKTBB-UHFFFAOYSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₈
• Molecular Weight: 334.28 g/mol
• Exact Mass: 334.06886740 g/mol
• Topological Polar Surface Area (TPSA): 134.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.44
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

• 911315-93-0
• [3,5-dihydroxy-2-(2-methoxy-2-oxoethyl)phenyl] 3,4-dihydroxybenzoate
• (3,5-dihydroxy-2-(2-methoxy-2-oxoethyl)phenyl) 3,4-dihydroxybenzoate
• RefChem:150289
• CHEMBL495849
• SCHEMBL1772894
• 3,5-dihydroxy-2-(methoxycarbonylmethyl)phenyl 3,4-dihydroxybenzoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8902	89.02%
Caco-2	-	0.7042	70.42%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7266	72.66%
OATP2B1 inhibitior	+	0.5584	55.84%
OATP1B1 inhibitior	+	0.9065	90.65%
OATP1B3 inhibitior	+	0.8848	88.48%
MATE1 inhibitior	-	0.6600	66.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.7083	70.83%
P-glycoprotein inhibitior	-	0.8561	85.61%
P-glycoprotein substrate	-	0.8001	80.01%
CYP3A4 substrate	-	0.5242	52.42%
CYP2C9 substrate	-	0.5799	57.99%
CYP2D6 substrate	-	0.8219	82.19%
CYP3A4 inhibition	-	0.9094	90.94%
CYP2C9 inhibition	-	0.8704	87.04%
CYP2C19 inhibition	-	0.9079	90.79%
CYP2D6 inhibition	-	0.9006	90.06%
CYP1A2 inhibition	-	0.6853	68.53%
CYP2C8 inhibition	+	0.8326	83.26%
CYP inhibitory promiscuity	-	0.9211	92.11%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8354	83.54%
Carcinogenicity (trinary)	Non-required	0.7332	73.32%
Eye corrosion	-	0.9879	98.79%
Eye irritation	+	0.8089	80.89%
Skin irritation	-	0.7203	72.03%
Skin corrosion	-	0.9041	90.41%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6673	66.73%
Micronuclear	+	0.5718	57.18%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.8536	85.36%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.5527	55.27%
Acute Oral Toxicity (c)	III	0.7569	75.69%
Estrogen receptor binding	+	0.8659	86.59%
Androgen receptor binding	+	0.7341	73.41%
Thyroid receptor binding	-	0.5191	51.91%
Glucocorticoid receptor binding	+	0.6851	68.51%
Aromatase binding	+	0.6423	64.23%
PPAR gamma	+	0.6453	64.53%
Honey bee toxicity	-	0.8719	87.19%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5449	54.49%
Fish aquatic toxicity	+	0.9806	98.06%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.82%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.78%	99.17%
CHEMBL4208	P20618	Proteasome component C5	93.71%	90.00%
CHEMBL3194	P02766	Transthyretin	89.90%	90.71%
CHEMBL1951	P21397	Monoamine oxidase A	88.05%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.01%	96.09%
CHEMBL2535	P11166	Glucose transporter	87.96%	98.75%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.87%	96.95%
CHEMBL2581	P07339	Cathepsin D	86.64%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.57%	86.33%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	82.69%	100.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.55%	97.21%

Plants that contains it

• Plinia cauliflora

Cross-Links

• PubChem: 16083179
• LOTUS: LTS0209761
• wikiData: Q105151063